| 5. Round | 11/09/1920 | Manchester United | - | Chelsea FC | 3:1 |  |
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| 6. Round | 18/09/1920 | Chelsea FC | - | Manchester United | 1:2 | |
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| 7. Round | 25/09/1920 | Burnley FC | - | Chelsea FC | 4:0 | ||||
| 10. Round | 16/10/1920 | Chelsea FC | - | Tottenham Hotspur | 0:4 | ||||
| 37. Round | 09/04/1921 | Huddersfield Town | - | Chelsea FC | 2:0 | ||||
| 38. Round | 16/04/1921 | Chelsea FC | - | Huddersfield Town | 1:1 |
England